Triacetoxyperiodinane → HCID 11519899, compound

Participants

Reaction Steps

Dess-Martin periodinane (126 mg, 0.298 mmol) was added to a solution of methyl N-({[1-({[(3R)-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]amino}carbonyl)piperidin-4-yl]amino}carbonyl)serinate (75 mg, 0.124 mmol) in dichloromethane (15 mL) at 0° C. The reaction warmed to ambient temperature, stirred for 4 h, and was quenched with a 1:1 mixture of saturated sodium thiosulfate and sodium bicarbonate solution. The mixture was extracted with dichloromethane (2×) and the combined organic extracts were dried over sodium sulfate, filtered, concentrated. Purification by silica gel chromatography (100% dichloromethane→8% methanol {1% ammonium hydroxide}/dichloromethane) gave the title compound (55 mg). MS 585.4 (M+1)

Provenance & Evidence